Find Hotels with a Pool in Roxbury, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Roxbury Hotels with a Pool

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Roxbury hotels with a pool

Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (283 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is ￥28,522
￥31,943 total
includes taxes & fees
Jun 1 - Jun 2
Shandaken Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (443 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is ￥12,912
￥14,203 total
includes taxes & fees
May 31 - Jun 1
The Colonial Motel
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (41 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is ￥25,751
￥28,842 total
includes taxes & fees
Jun 11 - Jun 12
The Graham & Co.
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (802 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is ￥22,634
￥27,198 total
includes taxes & fees
Jun 8 - Jun 9
Hotel Vienna
Pool

Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
10.0 out of 10, Exceptional, (1 review)
The price is ￥19,229
￥31,346 total
includes taxes & fees
May 30 - May 31
Boutique Glamping Dome in the Catskill Mountains
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (253 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is ￥22,136
￥24,792 total
includes taxes & fees
Jun 3 - Jun 4
Catskill Seasons Inn
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (166 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is ￥19,110
￥20,639 total
includes taxes & fees
May 30 - May 31
Moore's Motel
Outdoor pool, pool umbrellas, sun loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (47 reviews)
The price is ￥34,617
￥46,227 total
includes taxes & fees
Jun 1 - Jun 2
Eastwind Oliverea Valley
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (98 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is ￥40,081
￥51,252 total
includes taxes & fees
May 31 - Jun 1
Wylder Hotel Windham
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (353 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is ￥26,913
￥29,066 total
includes taxes & fees
May 31 - Jun 1
The Winwood Condominiums
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Roxbury

Breakfast included
Hot tub

Top Roxbury Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Melonie made me feel at home - super helpful and professional too"
walter 1-night trip
Posted 2 days ago
Hotel Vienna

Frequently asked questions

What are some accommodations with pools in Roxbury?
Hunter Lodge, a Bluebird by Lark: Features a snack bar/deli, a seasonal outdoor pool, and on-the-go. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Hotel, 2-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. Urban Cowboy Lodge: Offers a sauna, an outdoor pool, and spa services. The Graham & Co.: Provides free self parking, a seasonal outdoor pool, and complimentary bicycles. Kaatskill Mountain Club & Condos by Vail Resorts: Features daily, an indoor pool, and free self parking.
What is there to see and do in Roxbury?
The picturesque setting of East Branch Delaware River showcases the area's natural beauty. Discover sights such as Roxbury Town Hall, Plattekill Mountain, and Bearpen Mountain State Forest during your stay.
When is the best time to book a hotel with a pool in Roxbury?
Taking into account the local weather in Roxbury is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Roxbury are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.